摘要
溴化铜存在下，对异丁基苯丙酮（２）、乙二醇和过溴型三甲基苄铵树脂一锅反应转化成２－（１－溴乙基）－２－（４－异丁基苯基）－１，３－二氧戊环（３），再经重排、水解即得布洛芬（１），以异丁基苯丙酮计算，总收率８８．７％。探讨了反应温度，溴化铜的用量对（３）收率的影响。还考察了添加不同Ｌｅｗｉｓ酸对无水乙酸锌催化（３）重排时间的影响。
In the presence of CuBr2,4-isobutylpropiophenone(2 ) reacted with ethylene glycol and amberlyst A-26 in one-pot procedure to afford 2-(1-bromomethyl)-2-(4-isobutylphenyl)-1,3-dioxolane(3).The rearrangement of (3) followed by saponification and acidification provided ibuprofen( 1 ).The overall yield of ibuprofen was 88.7%based on 4isobutylpropiophenone.The effect of reaction temperature and quantity of CuBr2 on yield of(3) was investigated.The influence on the time of rearrangement catalyzed ( 3 ) by Zn (OAc )2 with adding different Lewis acids was also observed.
出处
《华西药学杂志》
CAS
CSCD
北大核心
1995年第3期129-131,共3页
West China Journal of Pharmaceutical Sciences
关键词
布洛芬
合成工艺
芳基重排法
重排反应
Ibuprofen
Amberlyst
A-26
resin
α-Bromoacetalization
Rearrangement
Synthesis
